Vacation rentals in Chesapeake Bay - Casamundo base64Hash Vacation rentals in Chesapeake Bay - Casamundo

Vacation rentals in Chesapeake Bay

Anytime
1 guest
Anytime
1 guest
596 accommodations available

  • Price per night

    • Up to €100
    • €100 - €199
    • From €200

  • Accommodation types

    • House
    • Apartment
    • Camping

  • Rating

    • 4.5+
    • 4+

  • Booking Options

    • Instant Booking

  • Services

    • Pool
    • WiFi
    • Air conditioning
    • Kitchen
    • TV
    • Washing machine
    • Balcony/patio
    • Parking
    • Dishwasher
    • Microwave
    • Garden
    • Hot tub
    • Fireplace
    • Cot

  • Accommodation type

    • Pet-friendly
    • No smoking
    • No pets
    • Wheelchair access

  • Activities

    • Grill
    • Fishing

Top 15 Recommended vacation rentals in Chesapeake Bay

Find your perfect vacation rental in Chesapeake Bay from just €118 per night!

House Cape Charles
-68%
7 Dec - 14 Dec
139 m² House ∙ 3 bedrooms ∙ 6 guests
Cape Charles, Northampton County, Virginia, United States
A delightful house rental in Cape Charles offers a fully equipped kitchen, family-friendly amenities, and convenient parking, perfect for up to six guests. Experience a m...
€498€240
per night
€498€240
per night
Check prices
Cottage Heathsville
-72%
15 Dec - 22 Dec
142 m² Cottage ∙ 3 bedrooms ∙ 8 guests
Heathsville, Northumberland County, Virginia, United States
This inviting cabin in Heathsville accommodates up to 8 guests and features a fireplace, hot tub, and waterfront views, making it perfect for family getaways and relaxati...
€482€225
per night
Outstanding(3 ratings)
€482€225
per night
Check prices
House Buckroe Beach
-65%
7 Dec - 14 Dec
92 m² House ∙ 2 bedrooms ∙ 6 guests
Buckroe Beach, Hampton, Virginia, United States
This inviting house rental at Buckroe Beach offers a spacious yard, beach access, and parking, making it perfect for families seeking fun and relaxation with room for six...
€312€150
per night
Outstanding(4 ratings)
€312€150
per night
Check prices
House Heathsville
-71%
4 Jan - 11 Jan
Free cancellation
185 m² House ∙ 4 bedrooms ∙ 11 guests
Heathsville, Northumberland County, Virginia, United States
This spacious house rental in Heathsville accommodates up to 11 guests and features a sea view, pet-friendly policies, a balcony, a full kitchen, and convenient parking—p...
€635€253
per night
Outstanding(2 ratings)
€635€253
per night
Check prices
House Machipongo
-53%
7 Dec - 14 Dec
271 m² House ∙ 4 bedrooms ∙ 10 guests
Machipongo, Northampton County, Virginia, United States
This lovely house rental in Machipongo comfortably accommodates 10 guests and features a kitchen, fireplace, and family-friendly yard with stunning sea views. Enjoy parki...
€755€305
per night
Excellent(2 ratings)
€755€305
per night
Check prices
House Severna Park
-57%
15 Mar - 22 Mar
Free cancellation
353 m² House ∙ 6 bedrooms ∙ 12 guests
Severna Park, Anne Arundel County, Maryland, United States
This spacious house rental in Severna Park accommodates up to 12 guests, featuring a welcoming fireplace, a fully equipped kitchen, and a family-friendly atmosphere, perf...
€1,421€768
per night
Outstanding(10 ratings)
€1,421€768
per night
Check prices
House Cape Charles
-67%
30 Nov - 7 Dec
213 m² House ∙ 4 bedrooms ∙ 8 guests
Cape Charles, Northampton County, Virginia, United States
This spacious house rental in Cape Charles comfortably accommodates 8 guests and features a kitchen, fireplace, yard, and parking, making it perfect for family gatherings...
€689€279
per night
Outstanding(26 ratings)
€689€279
per night
Check prices
House Cambridge
-31%
30 Nov - 7 Dec
390 m² House ∙ 4 bedrooms ∙ 15 guests
Cambridge, Dorchester County, Maryland, United States
This spacious house rental in Cambridge features a heated pool, waterfront views, and a cozy fireplace, making it perfect for family gatherings of up to 15 guests. Enjoy ...
€733€429
per night
€733€429
per night
Check prices
House Chesapeake Ranch Estates-Drum Point
-43%
20 Jan - 27 Jan
Free cancellation
173 m² House ∙ 4 bedrooms ∙ 11 guests
Chesapeake Ranch Estates-Drum Point, Solomons Island, Maryland, United States
This spacious house rental in Chesapeake Ranch Estates offers stunning ocean views, beach access, and a family-friendly atmosphere, perfect for your next getaway with up ...
€409€246
per night
€409€246
per night
Check prices
House Portsmouth
-65%
7 Dec - 14 Dec
102 m² House ∙ 3 bedrooms ∙ 7 guests
Portsmouth, Virginia, United States
This fantastic house rental in Portsmouth comfortably accommodates up to 7 guests, featuring a refreshing pool, a fully equipped kitchen, family-friendly amenities, and c...
€334€164
per night
Outstanding(1 rating)
€334€164
per night
Check prices
House Lusby
-38%
1 Feb - 8 Feb
Free cancellation
185 m² House ∙ 4 bedrooms ∙ 11 guests
Lusby, Solomons Island, Maryland, United States
This beautiful waterfront house rental in Lusby accommodates up to 11 guests and features a pool, pet-friendly options, a fully equipped kitchen, and stunning sea views. ...
€484€390
per night
Outstanding(2 ratings)
€484€390
per night
Check prices
Cottage Deal Island
-54%
14 Dec - 21 Dec
201 m² Cottage ∙ 3 bedrooms ∙ 9 guests
Deal Island, Somerset County, Maryland, United States
This spacious cabin on Deal Island offers stunning sea views, a fully equipped kitchen, and family-friendly amenities for up to 9 guests. Enjoy waterfront fun and pet-fri...
€489€245
per night
€489€245
per night
Check prices
House Burgess
-69%
30 Nov - 7 Dec
308 m² House ∙ 4 bedrooms ∙ 10 guests
Burgess, Northumberland County, Virginia, United States
This spacious waterfront house in Burgess offers stunning sea views, a cozy fireplace, a family-friendly yard, and ample parking, perfect for up to 10 guests and their pe...
€813€341
per night
Outstanding(2 ratings)
€813€341
per night
Check prices
Cottage Chesapeake Beach
-18%
4 Jan - 11 Jan
Free cancellation
89 m² Cottage ∙ 2 bedrooms ∙ 6 guests
Chesapeake Beach, Sunderland, Maryland, United States
This delightful cabin in Chesapeake Beach offers a perfect getaway for families, featuring a fully equipped kitchen, a spacious yard, a relaxing hot tub, and a charming b...
€304€240
per night
Very good(11 ratings)
€304€240
per night
Check prices
House Fishing Creek
9 Apr - 16 Apr
Free cancellation
282 m² House ∙ 7 bedrooms ∙ 15 guests
Fishing Creek, Hoopers Island, Maryland, United States
This spacious house rental in Fishing Creek offers stunning sea views, a large yard, and a balcony perfect for relaxation. With room for 15 people and pet-friendly amenit...
€324
per night
Outstanding(27 ratings)
€324
per night
Check prices

Best Vacation Home Deals in Chesapeake Bay

Save up to 71%

House Hayes
11 Jan - 18 Jan
-62%
€563
€245 per night
6 guests ∙ 3 bedrooms

195 m² House

5.0
Outstanding(6 ratings)
Hayes, Gloucester Point, Virginia, United States
Check prices
House Saint Inigoes
24 Jan - 31 Jan
-51%
€434
€190 per night
8 guests ∙ 3 bedrooms

135 m² House

Saint Inigoes, St. Inigoes, Maryland, United States
Check prices
House Deltaville
11 Jan - 18 Jan
-71%
€403
€187 per night
6 guests ∙ 3 bedrooms

167 m² House

Deltaville, Pine Top, Virginia, United States
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Vacation rentals and apartments with air conditioning

Cool comfort in Chesapeake Bay: Choose a vacation rental with air conditioning - book your stay!

House Scotland
7 Dec - 14 Dec
€269 per night
8 guests ∙ 3 bedrooms

152 m² House

4.5
Excellent(2 ratings)
Scotland, St. Inigoes, Maryland, United States
Air conditioning
Check prices
House Willoughby Spit
24 Apr - 1 May
-8%
€173
€155 per night
6 guests ∙ 3 bedrooms

House

Willoughby Spit, Norfolk, Virginia, United States
Free cancellation
Air conditioning
Check prices
Cottage North Beach
7 Dec - 14 Dec
-38%
€357
€230 per night
6 guests ∙ 3 bedrooms

121 m² Cottage

5.0
Outstanding(3 ratings)
North Beach, Sunderland, Maryland, United States
Air conditioning
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Vacation homes and rentals with a yard

Nature's embrace: Book a Chesapeake Bay vacation rental surrounded lush gardens - escape today!

House North East
4 Jan - 11 Jan
-40%
€446
€320 per night
10 guests ∙ 5 bedrooms

184 m² House

5.0
Outstanding(1 rating)
North East, Cecil County, Maryland, United States
Free cancellation
Yard
Check prices
House Capeville
11 Jan - 18 Jan
-38%
€804
€625 per night
8 guests ∙ 4 bedrooms

353 m² House

Capeville, Northampton County, Virginia, United States
Free cancellation
Yard
Check prices
House Deal Island
14 Dec - 21 Dec
-50%
€406
€194 per night
8 guests ∙ 4 bedrooms

136 m² House

5.0
Outstanding(2 ratings)
Deal Island, Somerset County, Maryland, United States
Yard
Check prices
See all offers
2,171 reviews
2,171 travelers who stayed in Chesapeake Bay gave their vacation rental an average rating of 4.5/5 stars.

Frequently asked questions

What are the most popular accommodations in the area?

The most booked accommodations in Chesapeake Bay are house rentals and apartment rental. We search from more than 596 accommodations in Chesapeake Bay to help you find the perfect place to stay during your trip.

How much does it cost to stay the night?

With Casamundo you can find rentals in Chesapeake Bay starting at €118 - On average, you will stay in a 249 m² (Apartment rental) or a 352 m² (House rentals).

Do you offer pet-friendly house rentals in Chesapeake Bay?

We have the perfect options for you and your furry companions. Apartment rental are the most pet-friendly accommodations in Chesapeake Bay with an average price of €496 per night.

Do you offer accommodations for traveling with a group?

We can help you find accommodations in Chesapeake Bay for a group. On average, the house rentals has space for 8 guests.

Price and Availability Index in Chesapeake Bay

Click on any bar to see price and availability information

Vacation Rental Price Information in Chesapeake Bay

We analyzed the price data and displayed them into this graph to show you the vacation rental prices for the upcoming year in Chesapeake Bay. In the month of March (08/03 – 15/03), nightly prices will hit an average low of €327. The most expensive time of the year for a Chesapeake Bay holiday is June (28/06 – 05/07).

Rental availability information in Chesapeake Bay

This graph shows the availability rate for vacation rentals in Chesapeake Bay over the upcoming year. The most challenging time to find a vacation rental in the next twelve months is in May. The highest availability is in December. Book now to find your perfect holiday rental!

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